Dog Boarding in Silver Spring, Milwaukee

Find a loving dog sitter to watch your dog overnight at your sitter's home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Sitter Profile Image: Yolanda W.
Verified Enhanced Background Check
Sitter Profile Image: Yolanda W.
Verified Enhanced Background Check

1. Yolanda W.

Star Sitter
I miss our pup & hope 2 spoil yours
Brown Deer, WI, 53223
3.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
44 reviews
16 repeat clients
from
$40
per night
Profile image

If I could give 10 stars I would! Duke has been with me since he was 8 weeks old and never had stayed anywhere else. Yolanda was very accommodating to a last minute booking. Yolanda took in Duke for 2 nights and took care of my Duke as her own! I was sent picture updates from Yolanda and made me very comforter Duke was in good hands. I will most definitely book again with Yolanda when I need some mom time! Again thanks so much Yolanda!

Calendar Recently Updated
Sitter Profile Image: Tegra R.
Verified Enhanced Background Check
Sitter Profile Image: Tegra R.
Verified Enhanced Background Check

2. Tegra R.

Star Sitter
The right Mama to care 4 your baby
Silver Spring, Milwaukee, WI, 53218
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
10 repeat clients
from
$35
per night
Profile image

Tegra was quick to reapond to any communication. We had many concerns because our dog was recently adopted, not fully trained, and a tripod! She was very helpful and flexible. Our dog was happy and secure when we picked him up! So grateful for Tegra!

Calendar Recently Updated
Sitter Profile Image: kiki A.
Verified Enhanced Background Check
Sitter Profile Image: kiki A.
Verified Enhanced Background Check

3. kiki A.

Star Sitter
Animal lover & nurturer
Silver Spring, Milwaukee, WI, 53218
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$30
per night
Profile image

Kiki seems like a sweetheart! She was great at communication and sent me a few pics while we were away. It also seems like she and her family enjoyed Ziggy which is always great!

Calendar Recently Updated
Sitter Profile Image: Daniel R.
Verified Enhanced Background Check
Sitter Profile Image: Daniel R.
Verified Enhanced Background Check

4. Daniel R.

Rover 101
Star Sitter
Newly Fenced in Yard!
Menomonee River Hills, Milwaukee, WI, 53223
1.4 mi. away
Boarding
5.0 out of 5 stars
26 reviews
8 repeat clients
from
$40
per night
Profile image

Daniel is awesome. He truly loves animals and treats them like his own. Dan took care of our small cockapoo and Frenchie. He is very prepared and has a perfect set up in his house. Even a nice back yard where they played ball. They went on long walks at the park. He ask detailed questions and met with us before booking. Even taking notes. I received pictures and immediate responses. I highly recommend Dan and will definitely book with him again.

Sitter Profile Image: Keanna G.
Verified Enhanced Background Check
Sitter Profile Image: Keanna G.
Verified Enhanced Background Check

5. Keanna G.

Small family with a BIG heart for d
Grasslyn Manor, Milwaukee, WI, 53216
2.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
3 reviews
3 repeat clients
from
$30
per night
Profile image

Keanna is a great sitter and gypsy loves going over there to play

Calendar Recently Updated
Sitter Profile Image: Rhonda G.
Verified Enhanced Background Check
Sitter Profile Image: Rhonda G.
Verified Enhanced Background Check

6. Rhonda G.

Star Sitter
Love to walk and cuddle.
Whitefish Bay, WI, 53217
5.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
91 reviews
42 repeat clients
from
$30
per night
Profile image

Felt very comfortable leaving my doggy with Rhonda! She really takes good care of your dog and gives them plenty of exercise. She’s great at sending pictures and making you feel at ease knowing your doggy is in good hands!!

Calendar Recently Updated
Sitter Profile Image: Kim S.
Verified Enhanced Background Check
Sitter Profile Image: Kim S.
Verified Enhanced Background Check

7. Kim S.

Star Sitter
Never lived a day without a pet
Glendale, WI, 53217
4.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
73 reviews
25 repeat clients
from
$48
per night
Profile image

My two huskies had such a good time! Kim and her husband took such great care of them! They sent us videos and pictures which definitely helped knowing they were in good hands :) 100/10 recommend

Calendar Recently Updated
Sitter Profile Image: Sherry Z.
Verified Enhanced Background Check
Sitter Profile Image: Sherry Z.
Verified Enhanced Background Check

8. Sherry Z.

Rover 101
Star Sitter
25+ years vet clinic experience!
Pheasant Run, Milwaukee, WI, 53224
3.6 mi. away
Boarding
5.0 out of 5 stars
21 reviews
3 repeat clients
from
$40
per night
Profile image

Sherry made a nice impression on Buck at our meet-n-greet, so he was very happy to see her for his stay. Buck settled right in and looked quite at home. We really appreciated all the pictures and would be happy to have Sherry take care of Buck anytime.

Calendar Recently Updated
Sitter Profile Image: Cindy T.
Verified Background Check
Sitter Profile Image: Cindy T.
Verified Background Check

9. Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
2.7 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
563 reviews
343 repeat clients
from
$45
per night
Profile image

Cindy was a fantastic sitter and my dog Winnie was so much less stressed compared upon coming home compared to staying at a kennel/boarding place. Cindy sent frequent updates and photos as to how our dog was doing. I was injured on this snowboarding trip and needed to modify our reservation for an extra day and Cindy was truly understanding and helped accommodate for us. We will definitely use her in the future!

Sitter Profile Image: Angela K.
Verified Background Check
Sitter Profile Image: Angela K.
Verified Background Check

10. Angela K.

We’ll Keep Their Tail Waggin
Menomonee Falls, WI, 53051
4.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
98 reviews
31 repeat clients
from
$35
per night
Profile image

We couldn’t be more pleased. Our dogs received so much attention and love that we could truly relax on our vacation. Angela also communicated with us daily so we could see for ourselves the fun our dogs were having. We are so happy we found someone to care for our dogs when we are gone and keep them safe and happy.

Sitter Profile Image: KC M.
Verified Background Check
Sitter Profile Image: KC M.
Verified Background Check

11. KC M.

Star Sitter
Home full time w/large fenced yard!
Wauwatosa, WI, 53225
2.8 mi. away
Boarding
5.0 out of 5 stars
59 reviews
45 repeat clients
from
$55
per night
Profile image

Our dog was not used to being outside of our care and KC went out her way to make him feel comfortable/bring him out of his shell by setting up the environment much like his home. Ansel absolutely loves being outside and while at her home he had the opportunity to spend much of his day sniffing, chasing his frisbee and playing tug with another canine friend in her fenced backyard. KC sent frequent updates which reassured us that he was doing well and that we made the right choice. We definitely plan to book with KC again and actually already have!

Sitter Profile Image: Auria R.
Verified Background Check
Sitter Profile Image: Auria R.
Verified Background Check

12. Auria R.

Star Sitter
Home full time, LOVE dogs!!!
Glendale, WI, 53209
3.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
106 reviews
53 repeat clients
from
$50
per night
Profile image

Auria was great! Louie immediately fell in love with her and was glued to her ankles. He was well cared for, following his typical (and somewhat unique) routines. He also enjoyed having Dallas (Auria’s dog) to play with. We will definitely use Auria’s services again!

Sitter Profile Image: Gabriel M.
Verified Enhanced Background Check
Sitter Profile Image: Gabriel M.
Verified Enhanced Background Check

13. Gabriel M.

Star Sitter
5 star treatment for your pet
Riverwest, Milwaukee, WI, 53212
6.1 mi. away
Boarding
5.0 out of 5 stars
21 reviews
10 repeat clients
from
$45
per night
Profile image

Our first time leaving our pup with Gabriel. Received pics, could tell she was happy and she came back to us happy. Gabriel took good care of her.

Sitter Profile Image: Elizabeth K.
Verified Background Check
Sitter Profile Image: Elizabeth K.
Verified Background Check

14. Elizabeth K.

Star Sitter
We’ll meet your dogs’ needs!
Grasslyn Manor, Milwaukee, WI, 53216
3.1 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
7 repeat clients
from
$32
per night
Profile image

Elizabeth provided 4 days of boarding for our dog. We were able to book her with short notice. Although my dog was nervous around children, she was able to help my dog get used to them. She is responsive and very accommodating. Our return flight was late and she was able to adjust our pickup time without any issues. Would highly recommend for boarding your dog.

Calendar Recently Updated
Sitter Profile Image: Ryan & Zari B.
Verified Enhanced Background Check
Sitter Profile Image: Ryan & Zari B.
Verified Enhanced Background Check

15. Ryan & Zari B.

Star Sitter
Big time snuggle/play buddy 🥰🐾
Milwaukee, WI, 53213
4.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
11 reviews
6 repeat clients
from
$40
per night
Profile image

Ryan & Zari took amazing care of Edison on such short notice. Sent daily updates with pictures & videos and made sure he got plenty of play time with their dog Jax who is such a sweetheart. We will happy to have them watch Edison again

Calendar Recently Updated
Sitter Profile Image: Michael J K.
Verified Background Check
Sitter Profile Image: Michael J K.
Verified Background Check

16. Michael J K.

They'll be loved while you're gone!
Grasslyn Manor, Milwaukee, WI, 53216
2.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
139 reviews
88 repeat clients
from
$35
per night
Profile image

I can't imagine a better place to take my pup when I go on vacation. MJ and his wife paid such great attention to Leo and his habits, and ensure that he was happy and healthy during his stay, as well as helped him acclimate to their family - I think this is the least anxious I have seen Leo without me, especially after such a long time away! I will for sure rebook in the future!

Sitter Profile Image: Leah C.
Verified Background Check
Sitter Profile Image: Leah C.
Verified Background Check

17. Leah C.

Animal Loving Teacher
Kops Park, Milwaukee, WI, 53222
3.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
4 reviews
3 repeat clients
from
$40
per night
Profile image

Leah was great! She would send pictures in the morning and throughout the day. Most definitely would book with Leah again!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Sydney N.
Verified Enhanced Background Check
Sitter Profile Image: Sydney N.
Verified Enhanced Background Check

18. Sydney N.

Your fur baby will be spoiled!
Arlington Gardens, Milwaukee, WI, 53222
1.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
from
$45
per night
Profile image

Sydney was a wonderful sitter for our old man Murphy. She was a great communicator, provided plenty of updates and pictures and went above and beyond to make our pup feel at home and happy. Highly recommend!

Calendar Recently Updated
Sitter Profile Image: Randy S.
Verified Background Check
Sitter Profile Image: Randy S.
Verified Background Check

19. Randy S.

Rover 101
I enjoy dogs and they like it here.
Menomonee Falls, WI, 53051
7.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
264 reviews
125 repeat clients
from
$35
per night
Profile image

Our little Havanese had a great overnight with Randy and got along well with his dog, Maxwell. I like that he has a nice fenced backyard for them to play and get exercise.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Jenn L.
Verified Enhanced Background Check
Sitter Profile Image: Jenn L.
Verified Enhanced Background Check

20. Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$35
per night
Profile image

Jenn was an amazing sitter with great communication and attentiveness to our pups! One of our dogs had hurt his leg the day before his stay and she made sure to keep an eye on it and made sure he rested. Our anxious pup felt right at home and got lots of walks and cuddles. Thank you Jenn, we will be sure to think of you for future bookings!

Search Map

Rover also offers Dog Boarding in these neighborhoods:

Rover also offers other services in Silver Spring:

Dog lovers in Silver Spring, Milwaukee, WI love dog sitters on Rover.com. Over 1089 pet owners have reviewed dog sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Milwaukee can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

Never beg a friend to watch your dog again, and no more dog kennels. With Rover.com, you can find your the perfect Silver Spring dog sitter in seconds. When you book dog boarding on Rover, your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach dog sitters in Silver Spring, Milwaukee, WI who can provide the care your dog needs, when they need it.

Boarding